Chesterfield County Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Chesterfield County Vacation

Set off on your next big adventure with a Chesterfield County vacation package, and leave relaxed knowing all the details are already organized. And with the ability to customize your getaway, it'll be one to remember. Get your trip to Chesterfield County off to an unforgettable start by making Cheraw the first stop. This is a popular city with visitors from all over the globe. From the instant you book your Chesterfield County vacation to the second you come back home, Expedia has you covered each step of the way.

Top Chesterfield County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Dillon

Days Inn by Wyndham Dillon

2 out of 5
Price was CA $1,562, price is now CA $1,539 per person
CA $1,539
per person
Jun 23 - Jun 28
found 10 hours ago
Roundtrip flight included
Seattle (SEA) to Florence (FLO)
5.4/10 (886 reviews)
I didn’t take part in breakfast because the bed was so comfortable I didn’t want to get up. The property was clean smelling fresh.

Reviewed on May 17, 2026

Chesterfield County Hotel Deals

Springhill Suites by Marriott Cheraw

Springhill Suites by Marriott Cheraw

3 out of 5
201 Front Street Cheraw SC
The price is CA $205 per night from Jun 7 to Jun 8
CA $205
CA $229 total
Jun 7 - Jun 8
includes taxes & fees
9.4/10 Exceptional! (319 reviews)
"Clean and big rooms. Good location."

Reviewed on May 20, 2026

Springhill Suites by Marriott Cheraw
Baymont by Wyndham Cheraw

Baymont by Wyndham Cheraw

2.5 out of 5
710 Market St Cheraw SC
Fully refundableReserve now, pay when you stay
The price is CA $117 per night from May 24 to May 25
CA $117
CA $131 total
May 24 - May 25
includes taxes & fees
Baymont by Wyndham Cheraw
Quality Inn Cheraw

Quality Inn Cheraw

2.5 out of 5
885 Chesterfield Hwy Cheraw SC
Fully refundable
The price is CA $105 per night from Jun 7 to Jun 8
CA $105
CA $118 total
Jun 7 - Jun 8
includes taxes & fees
7.8/10 Good! (427 reviews)
"Property was clean, as was the room. Very secure area and the staff were all very nice."

Reviewed on May 20, 2026

Quality Inn Cheraw
See all 221 properties in Chesterfield County
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Chesterfield County vacation package cost?
Our Chesterfield County packages, which start from just CA $1,539, are an ideal way to save big bucks. Pick and choose your favorite flights, hotels and rental cars to create a customized getaway.
How do I get a cheap travel package to Chesterfield County?
Bundle your bookings with Expedia to save on your next trip. With more than 550 air carriers and 1,000,000 hotel options throughout the world, your Chesterfield County vacation package can be customized exactly to suit your travel style. With all those extra dollars, why not include a few awesome tours and activities? It's an easy way to unlock even more bargains. That dream vacation to Chesterfield County is much closer than you thought!
What are the top hotels in Chesterfield County?
When it comes to properties in Cheraw, Baymont by Wyndham Cheraw and Quality Inn Cheraw are two fantastic options. If you're also heading to Chesterfield, Guest Lodge Pageland and Econo Lodge are waiting to welcome you.
How far in advance should I book my Chesterfield County vacation?
Get rewarded with the biggest variety and the cheapest prices by booking your Chesterfield County vacation early. Airlines tend to advertise tickets anywhere up to 12 months prior to departure, so secure your spot ASAP. Having said that, Expedia is committed to giving you the best deals around, so there's never a bad time to book your dream vacation!
What does an Expedia Chesterfield County travel package include?
Flights, car rentals and hotels — we bring you the very best deals. All you have to do is pick and choose your favorite combination. Once you've made your booking, you can add on the exciting stuff like day tours and sightseeing activities. Our travel packages make it simple to customize an amazing Chesterfield County vacation.
What should I know before booking a Chesterfield County travel package?
You'll enjoy impressive savings when you bundle your flights, hotels and rental cars into a travel package. Not just that, booking everything in one place will make your trip planning easier. So why waste time or money? Whether you're putting together an upscale romantic escape or a low-cost family break, explore our vacation packages today.
Can I choose my airline with a Chesterfield County Expedia vacation package?
You certainly can. We offer more than 550 airline partners throughout the world, so fly with the carrier that fits your budget needs.
If I'm not able to travel, can I cancel my Chesterfield County vacation package?
Yes, you can. We totally understand that life happens, so we're happy to help if you have to make changes to your Chesterfield County vacation package. You may be able to amend or cancel your itinerary at no cost if you've booked within 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Visit our Customer Service Portal for more information. Also, check your itinerary for the finer details on change fees.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.